ENYNE[3]CUMULENE - SYNTHESIS AND MODE OF AROMATIZATION

被引:60
作者
FUJIWARA, K [1 ]
SAKAI, H [1 ]
HIRAMA, M [1 ]
机构
[1] TOHOKU UNIV,FAC SCI,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN
关键词
D O I
10.1021/jo00005a006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The noncyclic cross-conjugated diene-diyne system 4 undergoes the thiol-triggered vinylogous propargylic rearrangement (vinylogous S(N)2' reaction) in the presence of amine leading to isolable enyne[3]cumulene 5, which is capable of not only Bergman-type cyclization but also [2 + 2] cycloaddition reaction to produce benzocyclobutane derivative 14 when heated.
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页码:1688 / 1689
页数:2
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